- Began his career performing stand-up comedy in New York City clubs, while also writing and acting in short films.
- In addition to his comic work, has also appeared in Law & Order: Criminal Intent and indie dramas like Thirteen Conversations About One Thing and The Believer, both released in 2001.
- Made his big-screen debut in 2001's Wet Hot American Summer.
- Has written and produced several online series, including Horrible People and Hot Sluts, as well as acted in the online and TV satirical series Children's Hospital.
- Is the head writer for Late Night With Jimmy Fallon.